EP0488242A1 - Composition pour le traitement des cheveux comprenant de la cystéine ou l'un de ses sels - Google Patents

Composition pour le traitement des cheveux comprenant de la cystéine ou l'un de ses sels Download PDF

Info

Publication number
EP0488242A1
EP0488242A1 EP91120310A EP91120310A EP0488242A1 EP 0488242 A1 EP0488242 A1 EP 0488242A1 EP 91120310 A EP91120310 A EP 91120310A EP 91120310 A EP91120310 A EP 91120310A EP 0488242 A1 EP0488242 A1 EP 0488242A1
Authority
EP
European Patent Office
Prior art keywords
hair treatment
treatment composition
cysteine
group
weight
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Withdrawn
Application number
EP91120310A
Other languages
German (de)
English (en)
Inventor
Yoshiko Tabata
Naohisa Kure
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Kao Corp
Original Assignee
Kao Corp
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Kao Corp filed Critical Kao Corp
Publication of EP0488242A1 publication Critical patent/EP0488242A1/fr
Withdrawn legal-status Critical Current

Links

Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34Alcohols
    • A61K8/345Alcohols containing more than one hydroxy group
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/36Carboxylic acids; Salts or anhydrides thereof
    • A61K8/365Hydroxycarboxylic acids; Ketocarboxylic acids
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/44Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
    • A61K8/447Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof containing sulfur
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/60Sugars; Derivatives thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/04Preparations for permanent waving or straightening the hair

Definitions

  • This invention relates to a hair treatment composition and more particularly to a hair treatment composition comprising cysteine or a salt thereof, which is capable of preventing flaking of the hair (recrystallization of the composition onto the hair fibres) and is mild to the skin.
  • a permanent wave agent containing cysteine is generally used in such manner that the hair is first pretreated with the agent and then wound on a rod by fingers. This means that professional hair dressers' fingers undergo prolonged time of contact with the agent, which causes irritation to the skin of the fingers.
  • Cysteine is known to have weak reductivity. In order to supplement this weak reductivity, heat is often applied to the hair after treated with a permanent wave first agent containing cysteine. However, it sometimes causes irritation to the scalp.
  • cystine which is formed by oxidation of cysteine, is sparingly soluble and causes "flaking" which is a phenomenon where white crystals are deposited on the hair or on the skin of the fingers. Flaking should desirably be avoided because it brings about unattractive appearance, is rough and imparts a frictional feeling to the touch of the hair and chapped hands or fingers of professional hairdressers.
  • one object of the present invention is to provide a hair treatment composition which is mild to the skin and which prevents flaking (recrystallization of the composition).
  • a hair treatment composition which comprises (A) 3 to 10% by weight, calculated as cysteine, of cysteine or its salt, and (B) a saccharide or a polyhydric alcohol which has 4 to 20 carbon atoms, has 3 or more hydroxyl groups in the molecule, and has no aldehyde group or ketone group, with the proportion by weight of (B)/(A) being less than 3.
  • the discovery of the present invention is that when a small amount of a specific saccharide or a polyhydric alcohol is added to cysteine, the effectiveness of cysteine is maintained, and flaking and irritation to the skin are avoided.
  • Component (A) of the present composition examples include L-cysteine and the hydrochloride of L-cysteine. This compound or its salt is incorporated into a hair treatment composition in an amount of 3 to 10% by weight calculated as cysteine. If component (A) is present in amounts less than 3%, the required reductivity cannot be obtained, while amounts in excess of 10% by weight are not preferable in view of the stability of the component system.
  • Component (B) which is a saccharide or polyhydric alcohol having 4 to 20 carbon atoms, should have 3 or more hydroxyl groups in the molecule and should have no aldehyde group or a ketone group in the molecule. If a compound having less than 3 hydroxyl groups in the molecule is used, sufficient effects cannot be obtained in terms of both mildness to the skin and prevention of flaking. A compound having an aldehyde group or a ketone group is not preferred, because it reacts with the amino group or mercapto group present in the molecule of cysteine.
  • component (B) of the composition examples include monosaccharides having 4 to 10 carbon atoms and having no aldehyde or ketone group; C4-C10 straight chain or cyclic polyhydric alcohols; condensation products of 2 or 3 of these monosaccharides or polyhydric alcohols; saccharides which are produced by condensation of 2 or 3 monosaccharides having 4 to 10 carbon atoms and also having an aldehyde group or a ketone group, with the aldehyde group or ketone group being eliminated in the course of the condensation process.
  • examples of component (B) include (1) aldonic acids such as gluconic acid; 2) saccharic acids such as glucosaccharic acid; (3) sugar alcohols such as sorbitol; (4) saccharides such as saccharose and trehalose, which are obtained by condensation of 2 or 3 members selected from the group consisting of aldonic acids such as gluconic acid, saccharic acids such as glucosaccharic acid, sugar-alcohols such as sorbitol, mannitol and xylitol, uronic acids such as glucuronic acid, amino sugars such as glucosamine and N-acetyl glucosamine, deoxysugars such as deoxyglucose, sugar ethers such as methylglucose, aldoses such as glucose and ketoses such as fructose; with free aldehyde or ketone groups being eliminated through the condensation process; (5) cyclic polyhydric alcohols such as inositol
  • sorbitol, mannitol, maltitol, xylitol, saccharose, gluconic acid or its salts and inositol are preferred.
  • Preferred examples of the salts of glucuronic acid include alkali metal salts such as Na and K salts; alkaline earth metal salts such as Ca salts; NH4+ salts; primary, secondary and tertiary amine salts such as monoethanolamine, diethanolamine and triethanolamine salts; and quaternary ammonium salts.
  • alkali metal salts such as Na and K salts
  • alkaline earth metal salts such as Ca salts
  • NH4+ salts primary, secondary and tertiary amine salts
  • monoethanolamine, diethanolamine and triethanolamine salts and quaternary ammonium salts.
  • the most preferred are sodium salts, potassium salts, calcium salts, monoethanolamine salts and triethanolamine salts.
  • a portion of hydroxyl groups of these saccharides and polyhdric alcohols may be substituted by a hydrogen, alkyl such as methyl, alkoxy such as methory, amino, carboxyl, acyloxy, acetamino, succinyloxyl or the like groups, or may be esterified with sulfuric acid or phosphoric acid.
  • the proportion of component (B) in the hair treatment composition of this invention is less than 3 times by weight of component (A). Amounts in excess of more than 3 times by weight are not desired because of restrictions on the formulation. Preferred amounts of component (B) are 0.5 to 20% by weight based upon the total composition, with 2 to 10% by weight being particularly preferred.
  • the hair treatment composition of this invention may further contain other compatible ingredients which are generally used in this technical field so far as they do not impede the effects of the invention.
  • suitable ingredients include various surfactants, solvents, humectants, sensation improvers, oils, antiseptics, colorants, perfumes, stabilizers, suspending agents, appearance controllers, viscosity modifiers, antiinflammatory agents, chelating agents, water, and so on.
  • the hair treatment composition of this invention is useful for formulating permanent wave agents, set lotions, pretreatment agents for hair dyes and the like.
  • components (A) and (B) are preferably blended with a chelating agent such as ethylenediamine tetracetate and with a base such as an amine to adjust the pH to within the range of 7.0 to 10.0, with the composition being used in the form of an aqueous solution.
  • a chelating agent such as ethylenediamine tetracetate
  • a base such as an amine
  • Permanent wave first liquids formulated as shown in Table 1 were prepared, and the effects of permanent waving, mildness to the skin and presence or absence of flaking were determined. The results are also shown in Table 1.
  • Each of the permanent wave first liquids formulated as shown in Table 1 was used together with a commercially sold permanent wave second liquid for perming the hair of a subject, and the quality of waves or curls of the hair was observed by the naked eye.
  • Presence or absence of flaking was observed by the naked eye at the time of perming and determined according to the following criteria:
  • compositions of Table 1 were applied to the skin of the inner part of the forearm of 10 test subjects 10 times continuously, and redness of the skin was determined according to the following criteria: Same degree of redness as comparative product was observed X Suppression of redness was clearly observed compared to comparative product O
  • an accumulated stimulation test was conducted on a group of female white guinea pigs each weighing 300 - 400 g.
  • the abdominal hair of the guinea pigs was shaved to form a circle having a diameter of 2 cm, where a test sample was applied.
  • shaving and another application of the sample were carried out and this was repeated every day (total of five days).
  • the guinea pigs were evaluated.

Landscapes

  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Emergency Medicine (AREA)
  • Cosmetics (AREA)
EP91120310A 1990-11-28 1991-11-27 Composition pour le traitement des cheveux comprenant de la cystéine ou l'un de ses sels Withdrawn EP0488242A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP328288/90 1990-11-28
JP2328288A JPH0745388B2 (ja) 1990-11-28 1990-11-28 毛髪処理剤組成物

Publications (1)

Publication Number Publication Date
EP0488242A1 true EP0488242A1 (fr) 1992-06-03

Family

ID=18208556

Family Applications (1)

Application Number Title Priority Date Filing Date
EP91120310A Withdrawn EP0488242A1 (fr) 1990-11-28 1991-11-27 Composition pour le traitement des cheveux comprenant de la cystéine ou l'un de ses sels

Country Status (3)

Country Link
US (1) US5200175A (fr)
EP (1) EP0488242A1 (fr)
JP (1) JPH0745388B2 (fr)

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0507310A2 (fr) * 1991-04-04 1992-10-07 Kao Corporation Composition pour le traitement des cheveux en deux parties et procédé de traitement des cheveux
EP0658338A1 (fr) * 1993-12-17 1995-06-21 Kao Corporation Composition pour défriser les cheveux contenant des substances réductrices de la kératine et des alcools
FR2852836A1 (fr) * 2003-03-25 2004-10-01 Oreal Utilisation d'acides hydroxycarboxyliques et de leurs sels comme agents complexants dans des compositions reductrices pour la decoloration ou la deformation permanente de fibres keratiniques
US7267696B2 (en) 2003-03-25 2007-09-11 L'oreal S.A. Composition for dyeing keratinous fibers, comprising a hydroxycarboxylic acid or a salt, ready-to-use composition comprising it, implementation process and device
US20120021028A1 (en) * 2009-04-07 2012-01-26 Thorsten Knappe Powdery Composition for Shaping Keratin Fibers and Giving Them Shine
WO2015056216A2 (fr) 2013-10-18 2015-04-23 Universidade Do Minho Composition peptidique et utilisations respectives
EP3623013A1 (fr) 2018-09-05 2020-03-18 Suveen Sahib Composition pour améliorer la santé des cheveux

Families Citing this family (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH06157255A (ja) * 1992-11-30 1994-06-03 Kao Corp 毛髪処理剤組成物
US5639451A (en) * 1995-06-07 1997-06-17 Roy M. Evans, Jr. Hair treatment compositions
DE19610392A1 (de) * 1996-03-16 1997-09-18 Wella Ag Mittel und Verfahren zum oxidativen Färben von Keratinfasern
WO2005011624A1 (fr) * 2003-07-31 2005-02-10 Evans Roy M Compositions et procedes de traitement capillaire et du cuir chevelu
FR2924722B1 (fr) * 2007-12-10 2013-10-25 Oreal Procede de selection d'agents pour modifier la forme du cheveu et utilisation cosmetique des actifs.
DE102010029976A1 (de) * 2010-06-11 2011-12-15 Henkel Ag & Co. Kgaa Im wesentlichen Ammoniak freie Wellmittel
US9205037B2 (en) 2011-07-20 2015-12-08 Church & Dwight Co., Inc. Single phase depilatory composition
JP6346596B2 (ja) * 2015-08-31 2018-06-20 株式会社ミルボン 毛髪変形用第1剤、及び毛髪変形処理方法
JPWO2021141105A1 (fr) * 2020-01-08 2021-07-15

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2348695A1 (fr) * 1976-04-19 1977-11-18 Kyowa Hakko Kogyo Kk Composition pour permanente
DE3022049A1 (de) * 1980-06-12 1981-12-17 Gureisu Kagaku K K Dauerwellmittel und dessen anwendung
EP0302265A1 (fr) * 1987-08-07 1989-02-08 Wella Aktiengesellschaft Agent pour onduler ou épiler les cheveux
EP0320612A1 (fr) * 1987-12-15 1989-06-21 Wella Aktiengesellschaft Composition et procédé pour l'ondulation permanente des cheveux
US4947878A (en) * 1987-03-18 1990-08-14 Preemptive Marketing, Inc. Compositions and methods for the treatment of hair

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5585511A (en) * 1978-12-25 1980-06-27 Kanegafuchi Chem Ind Co Ltd Permanent wave composition
JPH0745385B2 (ja) * 1987-03-31 1995-05-17 協和醗酵工業株式会社 毛髪用化粧料組成物
US4919920A (en) * 1989-03-15 1990-04-24 Devos John B Method of hardening and strengthening keratin and composition

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2348695A1 (fr) * 1976-04-19 1977-11-18 Kyowa Hakko Kogyo Kk Composition pour permanente
DE3022049A1 (de) * 1980-06-12 1981-12-17 Gureisu Kagaku K K Dauerwellmittel und dessen anwendung
US4947878A (en) * 1987-03-18 1990-08-14 Preemptive Marketing, Inc. Compositions and methods for the treatment of hair
EP0302265A1 (fr) * 1987-08-07 1989-02-08 Wella Aktiengesellschaft Agent pour onduler ou épiler les cheveux
EP0320612A1 (fr) * 1987-12-15 1989-06-21 Wella Aktiengesellschaft Composition et procédé pour l'ondulation permanente des cheveux

Cited By (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0507310A2 (fr) * 1991-04-04 1992-10-07 Kao Corporation Composition pour le traitement des cheveux en deux parties et procédé de traitement des cheveux
EP0507310A3 (en) * 1991-04-04 1993-05-12 Kao Corporation Two-pack hair treatment composition and process for treating hair
US5271926A (en) * 1991-04-04 1993-12-21 Kao Corporation Two-pack hair treatment composition and process for treating hair
EP0658338A1 (fr) * 1993-12-17 1995-06-21 Kao Corporation Composition pour défriser les cheveux contenant des substances réductrices de la kératine et des alcools
US5609860A (en) * 1993-12-17 1997-03-11 Kao Corporation Curly hair-straightening composition
US7267696B2 (en) 2003-03-25 2007-09-11 L'oreal S.A. Composition for dyeing keratinous fibers, comprising a hydroxycarboxylic acid or a salt, ready-to-use composition comprising it, implementation process and device
FR2852836A1 (fr) * 2003-03-25 2004-10-01 Oreal Utilisation d'acides hydroxycarboxyliques et de leurs sels comme agents complexants dans des compositions reductrices pour la decoloration ou la deformation permanente de fibres keratiniques
US20120021028A1 (en) * 2009-04-07 2012-01-26 Thorsten Knappe Powdery Composition for Shaping Keratin Fibers and Giving Them Shine
WO2015056216A2 (fr) 2013-10-18 2015-04-23 Universidade Do Minho Composition peptidique et utilisations respectives
US10709655B2 (en) 2013-10-18 2020-07-14 Universidade Do Minho Peptide composition and respective uses
US11642298B2 (en) 2013-10-18 2023-05-09 Universidade Do Minho Peptide composition and respective uses
EP3623013A1 (fr) 2018-09-05 2020-03-18 Suveen Sahib Composition pour améliorer la santé des cheveux
US11712410B2 (en) 2018-09-05 2023-08-01 K18, Inc. Composition for improving hair health

Also Published As

Publication number Publication date
JPH04198119A (ja) 1992-07-17
US5200175A (en) 1993-04-06
JPH0745388B2 (ja) 1995-05-17

Similar Documents

Publication Publication Date Title
US5200175A (en) Hair treatment composition
KR100219254B1 (ko) 주입성 펄광택 농축액
US4938953A (en) Self-preserving conditioning shampoo formulation
EP0358216B1 (fr) Composition détergente peu irritante
DE69308928T2 (de) Haarwuchsförderer
US5580553A (en) Cosmetic composition containing alkenylsuccinic acid ester of saccharide
NO314218B1 (no) Hudvasksammensetning, fremgangsmåte for fremstilling av samme, anvendelse av samme for fremstilling av medikament og anvendelse av samme vedkosmetisk behandling
JPH06501699A (ja) 改良シャンプー組成物
CN105853271B (zh) 含荼薇花提取物的个人清洁组合物
MY102852A (en) O/w type emulsion composition.
US4252826A (en) Cosmetic composition for removing makeup from the eyes
KR19990072591A (ko) 투명한비듬치료용샴푸
US3188275A (en) Vinyl acetate polyethylene glycol copolymer hair setting composition
JPH0314001B2 (fr)
JPS6413017A (en) Skin-beautifying cosmetic
JP2731502B2 (ja) 化粧品組成物
KR900014406A (ko) 세펨 화합물 및 이의 제조방법
US3590123A (en) Human hair,skin and nail treatment with sulfosuccinate compositions
EP0865239A1 (fr) Composition germicide
KR920700627A (ko) 치료제로서 1-페닐-2-아미노에탄올 유도체의 신규한 용도
US4703041A (en) D-glucuronic acid-urea condensate preparation for smoothing human skin
HU903092D0 (en) Process for the preparation of buten-carboxylic acid derivatives and pharmaceutical compositions containing such compounds
JPS6413018A (en) Skin-beautifying cosmetic
US4728667A (en) Hair treatment composition for prevention of dandruff in hair
EP1013258B1 (fr) Dispersion lipidique amphipatique

Legal Events

Date Code Title Description
PUAI Public reference made under article 153(3) epc to a published international application that has entered the european phase

Free format text: ORIGINAL CODE: 0009012

AK Designated contracting states

Kind code of ref document: A1

Designated state(s): DE FR GB IT

17P Request for examination filed

Effective date: 19921104

17Q First examination report despatched

Effective date: 19931115

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: THE APPLICATION IS DEEMED TO BE WITHDRAWN

18D Application deemed to be withdrawn

Effective date: 19950711